Upcoming Events

Hop into Perry Cabin this Easter! A petting zoo, pony rides, and a special visitor all set the scene for a memorable Easter day. Add Live piano tunes and its music to our hares! 

Join us from 9:00–11:00 AM as Wild Kid Acres Farm brings a charming collection of animals, including a mini cow, donkey, pig, goat, chicken, and turkey, with handlers on site for up-close encounters and petting, plus pony rides! Admission is $20 per person. Pony rides are $15 for one ride or $25 for two rides. 

For menus and dining details, please visit our dining page.

On Saturday, April 11 from 1:00 - 4:00 PM, join us for our most anticipated celebration of the year complete with live music by Justin Ryan throughout the afternoon!

Admission is $25 per person and includes complimentary Veuve Clicquot and fresh shucked Oysters from 2:00–3:30 PM.

At 2:30 PM, the fleet arrives to the sound of bagpipes, marking the return of the season, followed by remarks from Captain Jason and the traditional Blessing of the Fleet.

A cash bar and light bites will be available throughout the afternoon as the music continues until 4:00 PM.

RSVP encouraged as space is limited, 443-258-2228 or [email protected]. Tickets  purchased at door.

Save the date for the upcoming Eastern Shore Sea Glass and Coastal Arts Festival, taking place Saturday, April 18 and Sunday, April 19, 2026 at the Chesapeake Bay Maritime Museum in St. Michaels, Maryland. This Spring Edition promises an extraordinary showcase of coastal craftsmanship, with over 90 exhibitors presenting a diverse collection of jewelry, home décor, art, and more.

Sip and explore a wide range of international wines during the Wine Tasting Festival, taking place Saturday, April 25 – Sunday, April 26, 2026. Featuring vineyards from renowned wine regions around the world, the event offers a relaxed way to discover new favorites and enjoy a spring weekend.
 

For Mother's Day, celebrate the amazing women who deserve to be pampered! Show your love by gifting them an unforgettable experience at Inn at Perry Cabin, where every moment is wrapped in luxury.

Celebrate Memorial Day Weekend with us as we welcome the start of summer by the water. Stay tuned for our festive lineup of waterfront experiences and programming.

Plan ahead for the 38th Antique & Classic Boat Festival at the Chesapeake Bay Maritime Museum, happening Friday-Sunday, June 19-21! Enhance your experience with a stay at Inn at Perry Cabin for the ultimate Chesapeake retreat. Visit here for event details and highlights.

Join us for a star-spangled celebration with the best seats in town! Settle into our cozy waterfront Adirondack chairs—or take to the water aboard one of our elegant vessels—for a truly unforgettable view of St. Michaels’ dazzling fireworks display.

Plein Air Easton, celebrating its 22nd year July 10 - 19, 2026, is the largest juried plein air painting competition in the U.S and a perfect excuse to plan a visit. Hosted by the Avalon Foundation in Easton, Maryland, each July, it draws talented artists from around the world.

Mark your calendars for Sunday, August 9th as the Chesapeake Bay Maritime Museum comes to life with the Waterman’s Appreciation Day & Crab Feast. Pair these nautical spectacles with a stay at Inn at Perry Cabin for the ultimate Chesapeake retreat! Visit here to read about the history and importance of the Chesapeake Bay Watermen. 

Toast to the final days of summer with a festive waterfront weekend. Details and programming forthcoming.